Compounds > n(delta)-(phosphonoacetyl)-l-ornithine

Page last updated: 2024-12-07

n(delta)-(phosphonoacetyl)-l-ornithine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Cross-References

ID Source	ID
PubMed CID	124992
CHEMBL ID	1160567
MeSH ID	M0074209

Synonyms (16)

Synonym
n-(phosphonoacetyl)-l-ornithine
DB02011
(2s)-2-amino-5-[(2-phosphonoacetyl)amino]pentanoic acid
CHEMBL1160567
n(delta)-(phosphonoacetyl)-l-ornithine
n-delta-phoor
63446-55-9
l-ornithine, n5-(phosphonoacetyl)-
n5-phosphonoacetyl-l-ornithine
n5-(phosphonoacetyl)-l-ornithine
n~5~-(phosphonoacetyl)-l-ornithine
Q27093102
DTXSID10979657
n~5~-(1-hydroxy-2-phosphonoethylidene)ornithine
CS-0650656
HY-153105

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (2)

Inhibition Measurements

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Ornithine transcarbamylase, mitochondrial	Homo sapiens (human)	Ki	0.1433	0.1000	0.1433	0.2000	AID151017; AID151018; AID151019
Nociceptin receptor	Mus musculus (house mouse)	Ki	0.1300	0.0003	0.0651	0.1300	AID151019
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (12)

Process	via Protein(s)	Taxonomy
urea cycle	Ornithine transcarbamylase, mitochondrial	Homo sapiens (human)
liver development	Ornithine transcarbamylase, mitochondrial	Homo sapiens (human)
ornithine catabolic process	Ornithine transcarbamylase, mitochondrial	Homo sapiens (human)
midgut development	Ornithine transcarbamylase, mitochondrial	Homo sapiens (human)
response to xenobiotic stimulus	Ornithine transcarbamylase, mitochondrial	Homo sapiens (human)
response to zinc ion	Ornithine transcarbamylase, mitochondrial	Homo sapiens (human)
citrulline biosynthetic process	Ornithine transcarbamylase, mitochondrial	Homo sapiens (human)
response to insulin	Ornithine transcarbamylase, mitochondrial	Homo sapiens (human)
monoatomic anion homeostasis	Ornithine transcarbamylase, mitochondrial	Homo sapiens (human)
response to biotin	Ornithine transcarbamylase, mitochondrial	Homo sapiens (human)
ammonium homeostasis	Ornithine transcarbamylase, mitochondrial	Homo sapiens (human)
arginine biosynthetic process via ornithine	Ornithine transcarbamylase, mitochondrial	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (5)

Process	via Protein(s)	Taxonomy
ornithine carbamoyltransferase activity	Ornithine transcarbamylase, mitochondrial	Homo sapiens (human)
phospholipid binding	Ornithine transcarbamylase, mitochondrial	Homo sapiens (human)
amino acid binding	Ornithine transcarbamylase, mitochondrial	Homo sapiens (human)
phosphate ion binding	Ornithine transcarbamylase, mitochondrial	Homo sapiens (human)
identical protein binding	Ornithine transcarbamylase, mitochondrial	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (3)

Process	via Protein(s)	Taxonomy
mitochondrion	Ornithine transcarbamylase, mitochondrial	Homo sapiens (human)
mitochondrial inner membrane	Ornithine transcarbamylase, mitochondrial	Homo sapiens (human)
mitochondrial matrix	Ornithine transcarbamylase, mitochondrial	Homo sapiens (human)
mitochondrion	Ornithine transcarbamylase, mitochondrial	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (16)

Assay ID	Title	Year	Journal	Article
AID151018	Binding affinity against ornithine transcarbamoylase (OTC) produced by Streptococcus faecalis The buffer taken for this study is 50 mM Tris.HCl, 0.5 mM EDTA at pH 7.0.	1999	Journal of medicinal chemistry, Jul-15, Volume: 42, Issue:14	alpha-Functionalized phosphonylphosphinates: synthesis and evaluation as transcarbamoylase inhibitors.
AID151017	Binding affinity against ornithine transcarbamoylase (OTC) produced by Streptococcus faecalis The buffer taken for this study is 50 mM Tris.HCl, 0.5 mM EDTA at pH 8.0.	1999	Journal of medicinal chemistry, Jul-15, Volume: 42, Issue:14	alpha-Functionalized phosphonylphosphinates: synthesis and evaluation as transcarbamoylase inhibitors.
AID590837	Decrease in TAP-tagged TRP5 protein level in Saccharomyces cerevisiae YSC1178-7500415 at 15 uM by Western blotting analysis in presence of arginine relative to control	2011	Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8	N5-phosphonoacetyl-L-ornithine (PALO): a convenient synthesis and investigation of influence on regulation of amino acid biosynthetic genes in Saccharomyces cerevisiae.
AID151019	Binding affinity against ornithine transcarbamoylase (OTC) produced by Streptococcus faecalis The buffer taken for this study is 50 mM maleate, 0.5 mM EDTA at pH 6.0.	1999	Journal of medicinal chemistry, Jul-15, Volume: 42, Issue:14	alpha-Functionalized phosphonylphosphinates: synthesis and evaluation as transcarbamoylase inhibitors.
AID590835	Decrease in TAP-tagged ARG5,6 protein level in Saccharomyces cerevisiae YSC1178-7500224 at 15 uM by Western blotting analysis in presence of arginine relative to control	2011	Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8	N5-phosphonoacetyl-L-ornithine (PALO): a convenient synthesis and investigation of influence on regulation of amino acid biosynthetic genes in Saccharomyces cerevisiae.
AID590829	Decrease in ARG5,6 mRNA level in Saccharomyces cerevisiae BY4741 at 15 uM by Northern blot analysis in presence of arginine relative to control	2011	Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8	N5-phosphonoacetyl-L-ornithine (PALO): a convenient synthesis and investigation of influence on regulation of amino acid biosynthetic genes in Saccharomyces cerevisiae.
AID590834	Increase in TAP-tagged TRP5 protein level in Saccharomyces cerevisiae YSC1178-7500415 at 15 uM by Western blotting analysis relative to control	2011	Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8	N5-phosphonoacetyl-L-ornithine (PALO): a convenient synthesis and investigation of influence on regulation of amino acid biosynthetic genes in Saccharomyces cerevisiae.
AID590838	Effect on growth rate in Saccharomyces cerevisiae BY4741	2011	Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8	N5-phosphonoacetyl-L-ornithine (PALO): a convenient synthesis and investigation of influence on regulation of amino acid biosynthetic genes in Saccharomyces cerevisiae.
AID590833	Increase in TAP-tagged CPA1 protein level in Saccharomyces cerevisiae YSC1178-7502950 at 15 uM by Western blotting analysis relative to control	2011	Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8	N5-phosphonoacetyl-L-ornithine (PALO): a convenient synthesis and investigation of influence on regulation of amino acid biosynthetic genes in Saccharomyces cerevisiae.
AID590831	Decrease in TRP5 mRNA level in Saccharomyces cerevisiae BY4741 at 15 uM by Northern blot analysis in presence of arginine relative to control	2011	Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8	N5-phosphonoacetyl-L-ornithine (PALO): a convenient synthesis and investigation of influence on regulation of amino acid biosynthetic genes in Saccharomyces cerevisiae.
AID590826	Increase in ARG5,6 mRNA level in Saccharomyces cerevisiae BY4741 at 15 uM by Northern blot analysis relative to control	2011	Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8	N5-phosphonoacetyl-L-ornithine (PALO): a convenient synthesis and investigation of influence on regulation of amino acid biosynthetic genes in Saccharomyces cerevisiae.
AID590827	Increase in CPA1 mRNA level in Saccharomyces cerevisiae BY4741 at 15 uM by Northern blot analysis relative to control	2011	Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8	N5-phosphonoacetyl-L-ornithine (PALO): a convenient synthesis and investigation of influence on regulation of amino acid biosynthetic genes in Saccharomyces cerevisiae.
AID590832	Increase in TAP-tagged ARG5,6 protein level in Saccharomyces cerevisiae YSC1178-7500224 at 15 uM by Western blotting analysis relative to control	2011	Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8	N5-phosphonoacetyl-L-ornithine (PALO): a convenient synthesis and investigation of influence on regulation of amino acid biosynthetic genes in Saccharomyces cerevisiae.
AID590836	Decrease in TAP-tagged CPA1 protein level in Saccharomyces cerevisiae YSC1178-7502950 at 15 uM by Western blotting analysis in presence of arginine relative to control	2011	Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8	N5-phosphonoacetyl-L-ornithine (PALO): a convenient synthesis and investigation of influence on regulation of amino acid biosynthetic genes in Saccharomyces cerevisiae.
AID590830	Decrease in CPA1 mRNA level in Saccharomyces cerevisiae BY4741 at 15 uM by Northern blot analysis in presence of arginine relative to control	2011	Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8	N5-phosphonoacetyl-L-ornithine (PALO): a convenient synthesis and investigation of influence on regulation of amino acid biosynthetic genes in Saccharomyces cerevisiae.
AID590828	Increase in TRP5 mRNA level in Saccharomyces cerevisiae BY4741 at 15 uM by Northern blot analysis relative to control	2011	Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8	N5-phosphonoacetyl-L-ornithine (PALO): a convenient synthesis and investigation of influence on regulation of amino acid biosynthetic genes in Saccharomyces cerevisiae.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (14)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	5 (35.71)	18.7374
1990's	7 (50.00)	18.2507
2000's	1 (7.14)	29.6817
2010's	1 (7.14)	24.3611
2020's	0 (0.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.72

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

Metric	This Compound (vs All)
Research Demand Index	11.72 (24.57)
Research Supply Index	2.71 (2.92)
Research Growth Index	4.43 (4.65)
Search Engine Demand Index	0.00 (26.88)
Search Engine Supply Index	0.00 (0.95)

This Compound (11.72)

All Compounds (24.57)

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	14 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Trials	Classes	Roles
arsenic acid arsenic acid: RN given refers to orthoarsenic acid(H3AsO4); see also sodium arsenate. arsenic acid : An arsenic oxoacid comprising one oxo group and three hydroxy groups attached to a central arsenic atom.	1.99	1	0	arsenic oxoacid	Escherichia coli metabolite
carbamyl phosphate Carbamyl Phosphate: The monoanhydride of carbamic acid with PHOSPHORIC ACID. It is an important intermediate metabolite and is synthesized enzymatically by CARBAMYL-PHOSPHATE SYNTHASE (AMMONIA) and CARBAMOYL-PHOSPHATE SYNTHASE (GLUTAMINE-HYDROLYZING).	2.67	3	0	acyl monophosphate; one-carbon compound	Escherichia coli metabolite; mouse metabolite
phosphonoacetic acid Phosphonoacetic Acid: A simple organophosphorus compound that inhibits DNA polymerase, especially in viruses and is used as an antiviral agent.. phosphonoacetic acid : A member of the class of phosphonic acids that is phosphonic acid in which the hydrogen attached to the phosphorous is replaced by a carboxymethyl group.	2.36	2	0	monocarboxylic acid; phosphonic acids	antiviral agent; EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor
glycine [no description available]	1.98	1	0	alpha-amino acid; amino acid zwitterion; proteinogenic amino acid; serine family amino acid	EC 2.1.2.1 (glycine hydroxymethyltransferase) inhibitor; fundamental metabolite; hepatoprotective agent; micronutrient; neurotransmitter; NMDA receptor agonist; nutraceutical
phosphoric acid phosphoric acid: concise etchant is 37% H3PO4. phosphoric acid : A phosphorus oxoacid that consists of one oxo and three hydroxy groups joined covalently to a central phosphorus atom.	2	1	0	phosphoric acids	algal metabolite; fertilizer; human metabolite; NMR chemical shift reference compound; solvent
diphosphoric acid diphosphoric acid : An acyclic phosphorus acid anhydride obtained by condensation of two molecules of phosphoric acid.	2	1	0	acyclic phosphorus acid anhydride; phosphorus oxoacid	Escherichia coli metabolite
spermidine [no description available]	1.99	1	0	polyazaalkane; triamine	autophagy inducer; fundamental metabolite; geroprotector
guanidine Guanidine: A strong organic base existing primarily as guanidium ions at physiological pH. It is found in the urine as a normal product of protein metabolism. It is also used in laboratory research as a protein denaturant. (From Martindale, the Extra Pharmacopoeia, 30th ed and Merck Index, 12th ed) It is also used in the treatment of myasthenia and as a fluorescent probe in HPLC.. guanidine : An aminocarboxamidine, the parent compound of the guanidines.	1.96	1	0	carboxamidine; guanidines; one-carbon compound
adenosine monophosphate Adenosine Monophosphate: Adenine nucleotide containing one phosphate group esterified to the sugar moiety in the 2'-, 3'-, or 5'-position.	1.99	1	0	adenosine 5'-phosphate; purine ribonucleoside 5'-monophosphate	adenosine A1 receptor agonist; cofactor; EC 3.1.3.1 (alkaline phosphatase) inhibitor; EC 3.1.3.11 (fructose-bisphosphatase) inhibitor; fundamental metabolite; micronutrient; nutraceutical
ornithine Ornithine: An amino acid produced in the urea cycle by the splitting off of urea from arginine.. ornithine : An alpha-amino acid that is pentanoic acid bearing two amino substituents at positions 2 and 5.	3.92	13	0	non-proteinogenic L-alpha-amino acid; ornithine	algal metabolite; hepatoprotective agent; mouse metabolite
histidine Histidine: An essential amino acid that is required for the production of HISTAMINE.. L-histidine : The L-enantiomer of the amino acid histidine.. histidine : An alpha-amino acid that is propanoic acid bearing an amino substituent at position 2 and a 1H-imidazol-4-yl group at position 3.	1.98	1	0	amino acid zwitterion; histidine; L-alpha-amino acid; polar amino acid zwitterion; proteinogenic amino acid	algal metabolite; Escherichia coli metabolite; human metabolite; micronutrient; mouse metabolite; nutraceutical; Saccharomyces cerevisiae metabolite
valine Valine: A branched-chain essential amino acid that has stimulant activity. It promotes muscle growth and tissue repair. It is a precursor in the penicillin biosynthetic pathway.. valine : A branched-chain amino acid that consists of glycine in which one of the hydrogens attached to the alpha-carbon is substituted by an isopropyl group.. L-valine : The L-enantiomer of valine.	2.66	3	0	L-alpha-amino acid zwitterion; L-alpha-amino acid; proteinogenic amino acid; pyruvate family amino acid; valine	algal metabolite; Escherichia coli metabolite; human metabolite; micronutrient; mouse metabolite; nutraceutical; Saccharomyces cerevisiae metabolite
arginine Arginine: An essential amino acid that is physiologically active in the L-form.. arginine : An alpha-amino acid that is glycine in which the alpha-is substituted by a 3-guanidinopropyl group.	2.91	4	0	arginine; glutamine family amino acid; L-alpha-amino acid; proteinogenic amino acid	biomarker; Escherichia coli metabolite; micronutrient; mouse metabolite; nutraceutical
citrulline citrulline : The parent compound of the citrulline class consisting of ornithine having a carbamoyl group at the N(5)-position.	1.98	1	0	amino acid zwitterion; citrulline	Daphnia magna metabolite; EC 1.14.13.39 (nitric oxide synthase) inhibitor; Escherichia coli metabolite; human metabolite; micronutrient; mouse metabolite; nutraceutical; plant metabolite; protective agent; Saccharomyces cerevisiae metabolite
diepoxybutane diepoxybutane: difunctional alkylating agent; RN given refers to cpd with unspecified isomeric designation; structure	1.96	1	0	epoxide	mutagen
phenylglyoxal [no description available]	1.98	1	0	phenylacetaldehydes
methylene diphosphonate medronic acid : A 1,1-bis(phosphonic acid) consisting of methane substituted by two phosphonic acid groups.	2	1	0	1,1-bis(phosphonic acid)	bone density conservation agent; chelator
norvaline norvaline: differs from valine in being 1 carbon longer instead of branched; RN given refers to (L)-isomer; structure. L-2-aminopentanoic acid : A 2-aminopentanoic acid that has S-configuration.	2.66	3	0	2-aminopentanoic acid; L-alpha-amino acid zwitterion	bacterial metabolite; hypoglycemic agent; neuroprotective agent
pyrophosphate Diphosphates: Inorganic salts of phosphoric acid that contain two phosphate groups.	1.99	1	0	diphosphate ion

Condition	Indicated	Relationship Strength	Studies	Trials
Deficiency Disease, Ornithine Carbamoyltransferase [description not available]	0	1.96	1	0
Amino Acid Metabolism Disorders, Inborn [description not available]	0	1.96	1	0
Ornithine Carbamoyltransferase Deficiency Disease An inherited urea cycle disorder associated with deficiency of the enzyme ORNITHINE CARBAMOYLTRANSFERASE, transmitted as an X-linked trait and featuring elevations of amino acids and ammonia in the serum. Clinical features, which are more prominent in males, include seizures, behavioral alterations, episodic vomiting, lethargy, and coma. (Menkes, Textbook of Child Neurology, 5th ed, pp49-50)	0	1.96	1	0